Legit
season 1

Jim Jefferies, taking his first baby steps toward legitimacy and trying to do a good deed, treats his close friend Billy - suffering from advanced stage Muscular Dystrophy and confined to a wheelchair - to a debauchery filled road trip to a whorehouse in Las Vegas.

Legit season 1 episodes list:

Episode #1:
Pilot (air date: 2013-01-17)

Jim Jefferies, taking his first baby steps toward legitimacy and trying to do a good deed, treats his close friend Billy — suffering from advanced stage Muscular Dystrophy and confined to a wheelchair — to a debauchery filled road trip to a whorehouse in Las Vegas.

Jim and Steve decide to break Billy out of his adult care facility to party for one more night but their plan goes awry when they are forced to take Billy’s mentally challenged roommate, Rodney, along for the ride.

In an effort to do something nice for Steve, Jim invites him along to a gig in Omaha — but once they get on the plane Jim gets embroiled in a battle with another passenger about plane etiquette and a middle seat.